Chapter 9
by Testytesterton
Do you cum?
No, you hold on.
You bite your lower lip so hard it bleeds, you hold your breath until your lungs burn, you try to remember the plot of Cats, anything but focus on the swollen sweet stretching of the plug in your ass. Finally your Mommy pulls your panties back over the plug and gives you a chaste kiss on the top of your head. It almost sets you off.
"Good job, my sugar plum fairy! I wasn't sure you could make it." Your Mommy crushes her breasts against your chin and lifts your lips up so she can kiss you deeply while you sink in the soft surrounding skin. You squirm painfully in your panties, desperately trying to think of anything but the plug in your cunt, the breasts on your face, or the tongue in your mouth, lapping you up like melting icecream...
"Of course that's just the first step. You'll need more than will power to prevent from filling your panties when you have a fat, KISS fucking SLURP cock, SMOOCH filling your SHHLP pussy..." you buck helplessly and fill your silk panties as you desperately struggle to suppress the savage sissygasm roaring through you. You crumple crying into your moms bosom, begging for a second chance.
She giggles cheerfully, like a sadistic songbird serenading you as the feverish flames of Hell swallow you in a blissful blaze. "Don't start sobbin', bobbin. The real lesson was having enough self control to endure the intial bliss, but learning humility and knowing when you need help. And mommy has just the thing to help!" You feel a heady mixture of relief, terror, and dripping desire at your Mommy's news.
You let her lead you down to the basement were you discover a kinky classroom. She shows you your "desk" for today's lesson. A traditional wooden desk only with a hole the bottom sawed out to make room for a pneumatic dildo and straps for your arms. Your Mommy pulls out your plug with a squirty PLOP and motions for you to take your seat.
You squirm and dribble as you slide down the well lubed dildo, feeling so full and feminine, cooing as you spasm and spurt before you even get to the base. You Mommy gives you a mock scolding look that along with her school marm outfit makes you spurt helplessly again as she straps your arms down. "Aww my naughty little super soaker. Don't worry, Mommy brought you the bestest ever tutor to train you to hold in those squirties."
She places a VR helmet that covers your eyes, ears, and to your delight, has a rubber cock for you to suck on, if you should happen to feel the desire. You feel Mommy lift your short skirt and put some sort of rubber sleeve on your cock. It whirs hungrily and sucks up the sissy squirts you've already spilled, giving you the giddy butterflies of that first steep drop on a roller coaster.
You feel so helpless, but oddly instead of feeling panicked, you feel a sense of giddy anticipation. Blind, deaf, you feel everything more keenly, from the bite of the leather straps on your arms, the overwhelming feeling of fullness of the rubber prick so deep inside you, the plastic prick you absentmindedly lick as you wait impatiently for "tutoring" to begin.
The headset hums to life and the first you notice is a indistinct whispering. Either the words are too fast, too jumbled, or too softly spoken to be understood. And yet somehow...you hear...you listen...you obey.
Images fill the screen, hard cocks and soft holes, beautiful bimbos bouncing on stud's shafts, their cocks flopping limp and beautiful, their expressions filled with pained pleasure, some blank inner bliss you have yet to experience. You feel the dildo filling your ass begin thrust up inside you, in and out, slow at first then blisteringly fast. The sleeve on your sissy clit whirring near constantly as your body bucks and boils over with brainless bliss.
Then you hear a hiss, and suddenly smell a fat sweaty cock before you, the screen fills with images of fat shooting cocks just out of reach. You take the plastic prick into your mouth, you could swear you taste it, feel its heat, the throbbing on your tongue. The cock shoots a familiar taste into your drooling mouth and you giggle dumbly as you realize where the whirring sleeve is taking your sissy squirts. You go blank as you bounce and suck and fuck and you don't worry a bit that you can't seem to stop cumming.
....
....
....
"That's enough for one day, cutie cummies." Your mommy pulls the headset off and begins to unstrap you. You look up pouting as she pulls you off the plastic cock you are pretty sure you are going steady with now.
"But Mommyyyyy. I just got started, an sides, I am still makin' cummies all the time." Your Mommy smiles at you knowingly, lovingly, proudly. She walks you over to her wide oak desk, bends you over it suddenly, and listens as your girlish squeal of surprise turns to lustful moans as she slams her sissy shaft in your well prepared hole.
"Mmm that's my good, honey hole. Now UNH first off, you've been taking your lessons all NNH day..." her sissy clit hits the spot that lights you up like the Fourth of July, and you feel yourself soaring through the sky, set to explode...but you just keep soaring.
"Second of all, your lesson worked perfectly. You can't make OOH cummies without MMM permission." You giggle dumbly remembering all of your shameful sissy squirties you shamelessly sucked down. Surely you didn't have permission for those? And you can feel her sissy clit pounding your lil' red button, alerting missile command to release the nukes and atomize you in a blissful mushroom head cloud. The missiles take off, and keep soaring along with you. Taking you on giddy heights so far up you can barely breathe, you feel like your floating. But with no release.
"Aww see my lil', cock poppet? You can get NNFH fucked all day, and now you never have to worry about breaking sissy scriptures by MOAN cumming first. Because the only way you can squirt now is..." your Mommy has you hanging on every word, hoping for a code word that will send your clit spasming. Instead, it becomes all too apparent what the trigger is when she floods your sissy cunt with steamy shots of sissy squirts, the fireworks burst into a billion brilliant blissful bits and are obliterated by atomic firey arousal, a climax more profound and mind numbing than anything you've experienced before.
You lay panting on the desk, Mommy collapased breathlessly on top of you. Her weight is so comforting, so right, it eases any worries about how strange and sudden these transformations are. She whispers to you, "It's okay, baby boo, Mommy will clean you up, feed you your supper, then fuck you into bed. You've got a long day of lessons tomorrow. You need a good night's sleep." You coo under her, not so sure you aren't already dreaming...
And what dreams may cum...
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Becoming a bitch
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Eager, , or . One way or the other you are going to be made the bitch for real men to use.
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- Sissy, Gay, Crossdressing, Feminization, Hypnosis, Humiliation, Shemale, Transsexual, Chastity, Bdsm, Bondage, Domination, Sadism, Masochism, Schoolgirl, School, Bully, Cuck, Cum, Anal, Oral, Gangbang, Dp, Double penetration, First time, Prostitute, Prison, Porn, Pet, Pet play, Age play, Role play, Mommy, Daddy, Brother, Crush, Romance, Wife, Sph, Spanking, Dreams, Mind control, Nerd, Sold, Dungeon, Bimbo
Updated on Feb 19, 2025
by adventurousTNB
Created on Nov 28, 2019
by Testytesterton
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